The Best Hotels with a Pool in Madison, CT from NT$3,415 in 2026

Q: What are some accommodations with pools in Madison?

Madison Beach Hotel : Hotel located near Lake Compounce. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Motel 6 New Haven - Branford, CT : Features full, a pool, and free self parking. Holiday Inn Express Southington by IHG : Offers a private beach, a seasonal outdoor pool, and 2 bars. Pier Blue Inn Old Saybrook - Essex : Features a seasonal outdoor pool, an indoor pool, and a private beach. New Haven Hotel : Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Madison Hotels with a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Madison hotels with a pool

Holiday Inn Express Branford-New Haven by IHG

Branford

Splash into aquatic bliss at this modern hotel with an indoor pool and fitness center.

NT$4,100 total

includes taxes & fees

Aug 9 - Aug 10

Water's Edge Resort & Spa

Westbrook Center

Pristine waters await at this coastal retreat with private beach access and year-round pools.

NT$13,553 total

includes taxes & fees

Aug 2 - Aug 3

Baymont by Wyndham Branford/New Haven

Branford

Splash into serene seclusion at this Connecticut hotel with a private pool and sauna.

NT$4,046 total

includes taxes & fees

Jul 29 - Jul 30

Clinton Motel

Clinton

Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.

NT$3,415 total

includes taxes & fees

Jul 29 - Jul 30

Hilton Garden Inn Wallingford/Meriden

Wallingford

Dive into year-round aquatic bliss at this hotel's pristine indoor pool sanctuary.

NT$5,753 total

includes taxes & fees

Aug 10 - Aug 11

Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Splash into fun at this hotel with an indoor pool, fitness center, and nearby skiing trails.

NT$6,005 total

includes taxes & fees

Aug 10 - Aug 11

Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Quality Inn Old Saybrook - Westbrook

Old Saybrook

Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.

NT$4,386 total

includes taxes & fees

Aug 23 - Aug 24

Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Saybrook Point Resort & Marina

Old Saybrook Center

Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.

NT$16,361 total

includes taxes & fees

Aug 5 - Aug 6

View all properties

Choose what matters most at hotels with a pool in Madison

Breakfast included

Hot tub

Top Madison Hotel Reviews

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"1"

Holiday Inn Express Southington by IHG

8/10 Good

"The bed was extremely comfortable but the pillows weren’t. The property was clean and pretty well maintained. We were there for the little league softball regionals in Bristol so the location was good only about 15 min from the complex. Price was excellent compared to all others."

Frequently asked questions

What are some accommodations with pools in Madison?

Madison Beach Hotel: Hotel located near Lake Compounce. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Motel 6 New Haven - Branford, CT: Features full, a pool, and free self parking. Holiday Inn Express Southington by IHG: Offers a private beach, a seasonal outdoor pool, and 2 bars. Pier Blue Inn Old Saybrook - Essex: Features a seasonal outdoor pool, an indoor pool, and a private beach. New Haven Hotel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Madison?

Make a point to visit attractions like Hammonasset Beach and RJ Julia Booksellers. During your stay, check out sights such as Hammonasset Beach State Park, North Madison Shopping Center, and East Wharf Beach Park. Take in the natural beauty of Madison with the beaches.

When is the best time to book a hotel with a pool in Madison?

You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Madison in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temperature is 35°F.

What's the best way to travel around Madison?

Knowing the transportation options in and around Madison can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop aboard a train at Madison Station. Madison might not have very many public transportation choices so consider a car rental to maximize your time.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Madison on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Madison Hotels with a Pool

Our top choices for Madison hotels with a pool